Počet záznamů: 1

Two convergent approaches toward novel carbocyclic C-nucleosides

  1. 1.
    0351443 - UOCHB-X 2011 RIV DE eng J - Článek v odborném periodiku
    Nencka, Radim - Šála, Michal - Dejmek, Milan - Dračínský, Martin - Holý, Antonín - Hřebabecký, Hubert
    Two convergent approaches toward novel carbocyclic C-nucleosides.
    Synthesis. -, č. 23 (2010), s. 4119-4130 ISSN 0039-7881
    Grant CEP: GA MŠk 1M0508
    Výzkumný záměr: CEZ:AV0Z40550506
    Klíčová slova: carbocyclic C-nucleosides * convergent approach * uracil * pyrimidines
    Kód oboru RIV: CC - Organická chemie
    Impakt faktor: 2.260, rok: 2010

    Two convergent methodologies for construction of novel carbocyclic C-nucleosides allowing the syntheses of derivatives with uracil heterobase substituted at the position C-5 as well as C-6 were developed. The crucial step of the first methodology was the reaction of (6-chloro-2,4-dimethoxypyrimidin-5-yl)lithium, the nucleobase precursor, with suitable ketones, the carbocyclic pseudosugar precursors. The second approach was based on the copper-catalyzed cross-coupling between magnesiated pyrimidine and appropriate allyl chlorides. These methodologies were applied for the synthesis of novel carbocyclic C-nucleosides bearing cyclohexene or cyclohexane as a pseudosugar.
    Trvalý link: http://hdl.handle.net/11104/0191197